Bis(8-amino­quinoline-κ²N,N′)diperchloratocadmium(II)

In the crystal structure of the title compound, [Cd(ClO₄)₂(C₉H₈N₂)₂], the Cd atom is coordinated by four N atoms of two 8-amino­quinoline ligands and two O atoms of two perchlorate anions, within a strongly distorted octa­hedron and with the Cd atom located on a centre of inversion. These complexes are connected via N—H...O hydrogen bonding into a channel structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.026
• wR factor = 0.076
• Data-to-parameter ratio = 25.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Cd1    -   O1      ..      11.29 su

Alert level C
PLAT048_ALERT_1_C MoietyFormula Not Given ........................          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Cl1

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT794_ALERT_5_G Check Predicted Bond Valency for Cd1         (2)       2.13

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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S1. Comment

The crystal structure of the title compound, (I), consists of discrete complexes, in which the cadmium atoms are coordinated by four nitrogen atoms of two symmetry related 8-aminoquinoline ligands and two oxygen atoms of two symmetry related perchlorate anions (Figure 1). The perchlorate anions and the 8-aminoquinoline ligands are located in general positions, whereas the cadmium atoms are located on centres of inversion. The Cd—N and Cd—O bond lengths are in the normal ranges (Dietrich et al., 2005) and the Cd coordination polyhedron can be described as a strongly distorted octehedra (Table 1).

The complexes are connected via N—H···O hydrogen bonding between the amino hydrogen atoms and the oxygen atoms of the perchlorate anions (Table 2). From this arrangement channels are formed, which elongated in the direction of the b axis (Figure 2).

Related literature

For related literature, see: Dietrich et al. (2005).

S2. Experimental

A solution of 8-aminoquinoline (288 mg, 2 mmol) in 5 ml of MeOH was added to a solution of Cd(ClO₄)₂ (320 mg, 1.03 mmol) in 15 ml MeOH. The mixture was stirred for 30 min at room temperature and then filtered off. On slow evaporation of the solvent from the filtrate light yellow crystals of the title compound has grown, which were filtered off, washed with a small amount of MeOH and dried on air. The yield is about 60% based on 8-aminoquinoline.

S3. Refinement

All H atoms were placed in geometrically calculated positions (C—H 0.93 Å; N—H 0.90 Å) with U_iso = 1.2 U_eq of the parent atom.

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. : The structure of complex I, showing 30% probability displacement ellipsoids and the numbering scheme (Symmetry codes: i = -x, 1 - y, 1 - z).
	Fig. 2. : Crystal structure of I with view in the direction of the b axis (hydrogen bonding is shown as dashed lines).

Bis(8-aminoquinoline-κ²N,N')diperchloratocadmium(II)

Crystal data

[Cd(ClO4)2(C9H8N2)2]	Z = 2
Mr = 599.65	F(000) = 596
Monoclinic, P21/c	Dx = 1.962 Mg m^−3
a = 9.1653 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.9841 (6) Å	µ = 1.40 mm^−1
c = 12.9597 (7) Å	T = 293 K
β = 107.933 (3)°	Block, yellow
V = 1015.28 (10) Å^3	0.25 × 0.20 × 0.10 mm

Data collection

Siemens SMART CCD area-detector diffractometer	3868 independent reflections
Radiation source: fine-focus sealed tube	3312 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.024
φ and ω scans	θmax = 33.2°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −13→14
Tmin = 0.72, Tmax = 0.86	k = −13→10
15078 measured reflections	l = −19→19

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.026	H-atom parameters constrained
wR(F^2) = 0.076	w = 1/[σ^2(Fo^2) + (0.0499P)^2 + 0.2558P] where P = (Fo^2 + 2Fc^2)/3
S = 0.91	(Δ/σ)max < 0.001
3868 reflections	Δρmax = 0.49 e Å^−3
154 parameters	Δρmin = −0.46 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0098 (9)

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Cd1	0.0000	0.5000	0.5000	0.03503 (6)
Cl1	−0.03922 (4)	0.51775 (4)	0.21116 (3)	0.03284 (8)
O1	0.04819 (19)	0.49130 (16)	0.32274 (11)	0.0571 (4)
O2	−0.16350 (16)	0.61644 (17)	0.20631 (13)	0.0634 (4)
O3	0.06260 (17)	0.58105 (19)	0.15859 (11)	0.0614 (4)
O4	−0.09602 (18)	0.38130 (17)	0.15848 (14)	0.0690 (4)
N1	−0.25539 (12)	0.45338 (14)	0.42306 (9)	0.0302 (2)
N2	−0.10913 (13)	0.72903 (14)	0.46380 (11)	0.0378 (2)
H2A	−0.0753	0.7867	0.5232	0.078 (8)*
H2B	−0.0805	0.7717	0.4102	0.066 (7)*
C1	−0.32304 (17)	0.32218 (16)	0.40086 (12)	0.0365 (3)
H1A	−0.2615	0.2378	0.4107	0.044*
C2	−0.48220 (17)	0.30340 (18)	0.36342 (12)	0.0393 (3)
H2C	−0.5247	0.2089	0.3478	0.047*
C3	−0.57413 (16)	0.42566 (18)	0.35012 (11)	0.0372 (3)
H3B	−0.6802	0.4151	0.3261	0.045*
C4	−0.50747 (14)	0.56864 (17)	0.37304 (10)	0.0309 (2)
C5	−0.59541 (16)	0.70000 (19)	0.36404 (12)	0.0393 (3)
H5A	−0.7019	0.6947	0.3401	0.047*
C6	−0.52495 (18)	0.83408 (19)	0.39019 (13)	0.0431 (3)
H6A	−0.5837	0.9196	0.3859	0.052*
C7	−0.36400 (17)	0.84453 (17)	0.42377 (12)	0.0387 (3)
H7A	−0.3177	0.9372	0.4408	0.046*
C8	−0.27456 (15)	0.72045 (15)	0.43182 (10)	0.0305 (2)
C9	−0.34533 (14)	0.57849 (14)	0.40875 (9)	0.0272 (2)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.01856 (8)	0.04247 (9)	0.04189 (9)	0.00338 (4)	0.00610 (5)	0.00340 (5)
Cl1	0.02699 (15)	0.03779 (15)	0.03309 (15)	−0.00214 (10)	0.00826 (11)	0.00169 (10)
O1	0.0423 (8)	0.0965 (12)	0.0340 (6)	0.0167 (6)	0.0137 (5)	0.0137 (5)
O2	0.0452 (7)	0.0625 (9)	0.0761 (9)	0.0215 (6)	0.0094 (6)	0.0025 (7)
O3	0.0524 (8)	0.0837 (10)	0.0523 (7)	−0.0165 (7)	0.0219 (6)	0.0159 (7)
O4	0.0554 (9)	0.0563 (8)	0.0960 (11)	−0.0182 (7)	0.0245 (8)	−0.0259 (8)
N1	0.0219 (5)	0.0355 (5)	0.0325 (5)	0.0015 (4)	0.0076 (4)	−0.0007 (4)
N2	0.0249 (5)	0.0379 (6)	0.0480 (6)	−0.0029 (4)	0.0076 (4)	−0.0002 (5)
C1	0.0317 (6)	0.0366 (6)	0.0412 (7)	−0.0016 (5)	0.0111 (5)	−0.0038 (5)
C2	0.0331 (7)	0.0433 (7)	0.0410 (7)	−0.0102 (5)	0.0106 (5)	−0.0074 (5)
C3	0.0236 (6)	0.0553 (8)	0.0316 (6)	−0.0063 (5)	0.0070 (4)	−0.0039 (5)
C4	0.0210 (5)	0.0451 (7)	0.0260 (5)	0.0022 (4)	0.0064 (4)	0.0011 (4)
C5	0.0235 (6)	0.0569 (9)	0.0369 (6)	0.0104 (5)	0.0082 (5)	0.0050 (6)
C6	0.0362 (7)	0.0482 (8)	0.0457 (8)	0.0157 (6)	0.0137 (6)	0.0073 (6)
C7	0.0375 (7)	0.0361 (6)	0.0420 (7)	0.0065 (5)	0.0117 (5)	0.0029 (5)
C8	0.0249 (5)	0.0356 (6)	0.0306 (5)	0.0015 (4)	0.0077 (4)	0.0014 (4)
C9	0.0203 (5)	0.0373 (6)	0.0241 (4)	0.0021 (4)	0.0069 (4)	0.0010 (4)

Geometric parameters (Å, º)

Cd1—N2	2.2727 (13)	C1—C2	1.399 (2)
Cd1—N2^i	2.2727 (13)	C1—H1A	0.9300
Cd1—N1	2.2829 (11)	C2—C3	1.363 (2)
Cd1—N1^i	2.2829 (11)	C2—H2C	0.9300
Cd1—O1	2.4705 (14)	C3—C4	1.414 (2)
Cd1—O1^i	2.4705 (14)	C3—H3B	0.9300
Cl1—O4	1.4216 (14)	C4—C5	1.414 (2)
Cl1—O2	1.4296 (13)	C4—C9	1.4167 (17)
Cl1—O3	1.4317 (13)	C5—C6	1.359 (2)
Cl1—O1	1.4408 (14)	C5—H5A	0.9300
N1—C1	1.3216 (18)	C6—C7	1.407 (2)
N1—C9	1.3722 (17)	C6—H6A	0.9300
N2—C8	1.4455 (17)	C7—C8	1.3685 (19)
N2—H2A	0.9000	C7—H7A	0.9300
N2—H2B	0.9000	C8—C9	1.4203 (18)
N2—Cd1—N2^i	180.0	Cd1—N2—H2B	109.3
N2—Cd1—N1	75.47 (4)	H2A—N2—H2B	108.0
N2^i—Cd1—N1	104.53 (4)	N1—C1—C2	123.53 (14)
N2—Cd1—N1^i	104.53 (4)	N1—C1—H1A	118.2
N2^i—Cd1—N1^i	75.47 (4)	C2—C1—H1A	118.2
N1—Cd1—N1^i	180.00 (3)	C3—C2—C1	119.01 (14)
N2—Cd1—O1	91.72 (5)	C3—C2—H2C	120.5
N2^i—Cd1—O1	88.28 (5)	C1—C2—H2C	120.5
N1—Cd1—O1	92.34 (5)	C2—C3—C4	119.69 (13)
N1^i—Cd1—O1	87.66 (5)	C2—C3—H3B	120.2
N2—Cd1—O1^i	88.28 (5)	C4—C3—H3B	120.2
N2^i—Cd1—O1^i	91.72 (5)	C5—C4—C3	122.86 (13)
N1—Cd1—O1^i	87.66 (5)	C5—C4—C9	119.27 (13)
N1^i—Cd1—O1^i	92.34 (5)	C3—C4—C9	117.85 (13)
O1—Cd1—O1^i	180.0	C6—C5—C4	120.27 (13)
O4—Cl1—O2	110.16 (10)	C6—C5—H5A	119.9
O4—Cl1—O3	108.06 (10)	C4—C5—H5A	119.9
O2—Cl1—O3	111.10 (10)	C5—C6—C7	120.58 (14)
O4—Cl1—O1	110.37 (10)	C5—C6—H6A	119.7
O2—Cl1—O1	109.61 (9)	C7—C6—H6A	119.7
O3—Cl1—O1	107.50 (9)	C8—C7—C6	121.05 (14)
Cl1—O1—Cd1	136.44 (9)	C8—C7—H7A	119.5
C1—N1—C9	118.63 (12)	C6—C7—H7A	119.5
C1—N1—Cd1	127.44 (10)	C7—C8—C9	119.43 (12)
C9—N1—Cd1	113.65 (9)	C7—C8—N2	121.96 (13)
C8—N2—Cd1	111.53 (9)	C9—C8—N2	118.61 (11)
C8—N2—H2A	109.3	N1—C9—C4	121.27 (12)
Cd1—N2—H2A	109.3	N1—C9—C8	119.39 (11)
C8—N2—H2B	109.3	C4—C9—C8	119.34 (12)

Symmetry code: (i) −x, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2B···O4^ii	0.90	2.29	3.123 (2)	153
N2—H2A···O3^iii	0.90	2.17	3.0520 (19)	165

Symmetry codes: (ii) −x, y+1/2, −z+1/2; (iii) x, −y+3/2, z+1/2.